2-bromoisophthaloyl dichloride | 151603-30-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-bromoisophthaloyl dichloride
• 英文别名: 2,6-bis(chlorocarbonyl)bromobenzene；2-Bromo-1,3-benzenedicarbonyl dichloride；2-bromobenzene-1,3-dicarbonyl chloride
• CAS: 151603-30-4
• 化学式: C₈H₃BrCl₂O₂
• 分子量: 281.921
• InChiKey: NKPPDVQKCGMJCP-UHFFFAOYSA-N

物化性质

• 沸点：
  324.6±22.0 °C(Predicted)
• 密度：
  1.779±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromoisophthaloyl dichloride 在 硼烷四氢呋喃络合物 、 溴 、 sodium hydride 、 三乙胺 、 (S)-2-甲基-CBS-恶唑硼烷 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 乙醚 、 二氯甲烷 为溶剂， 反应 0.75h， 生成 [2,6-bis[(1R)-1-ethoxyethyl]phenyl]selanyl trifluoromethanesulfonate
  参考文献：
  名称：

  Asymmetric selenomethoxylation of olefins involving a chiral C2 symmetrical electrophilic organoselenium reagent

  摘要：

  A new chiral C2 symmetrical organoselenium reagent has been synthesized; this compound, in the presence of methanol, reacts with high facial selectivity with olefins to afford the anti selenomethoxylated adducts in very good yields.

  DOI：

  10.1021/jo00066a010
• 作为产物：
  描述：

  2-溴异酞酸 在 氯化亚砜 作用下， 反应 1.0h， 以87%的产率得到2-bromoisophthaloyl dichloride
  参考文献：
  名称：

  烯丙醇的对映选择性环丙烷化。碘化锌的作用。

  摘要：

  以双（碘甲基）锌为试剂，以双甲磺酰胺7为催化剂，研究了碘化锌对烯丙基醇催化，对映选择性环丙烷化的影响。当存在1当量的碘化锌时，观察到速率显着提高，但是更重要的是，底物肉桂醇的产物环丙烷的对映体过量从80％增加到89％。反应研究和光谱研究表明，这种显着影响是通过Schlenk平衡进行试剂修饰的结果，该平衡产生了更具反应性和选择性的碘化锌（碘甲基）。

  DOI：

  10.1021/jo9702397

文献信息

• Novel bis(azole) pincer palladium complexes: synthesis, structures and applications in Mizoroki–Heck reactions
  作者：Qun-Li Luo、Jian-Ping Tan、Zhi-Fu Li、Yue Qin、Lin Ma、Dong-Rong Xiao

  DOI：10.1039/c0dt01414a

  日期：——

  Two novel NCN-pincer complex precursors bearing frameworks of 2,6-bis(oxazol-4-yl)benzene (A) and 2-(thiazol-4-yl)-6-(oxazol-4-yl)benzene (B) were synthesized. Palladations of A and B afforded two new bis(azole) pincer complexes, [(A-κ3NCN)PdBr] (1) and [(B-κ3NCN)PdBr] (2). Both complexes were fully characterized by NMR, MS, DSC-TGA and single-crystal X-ray diffraction analysis. Complex 1 crystallizes in a noncentrosymmetric orthorhombic space group Cmc21 (No. 36, Z = 4). Complex 2 crystallizes in a centrosymmetric monoclinic space groupP21/n (No. 14, Z = 4). Despite the similarity in their chemical formulas, the structures of the two complexes are subtly different: they are built up of two-dimensional supramolecular layers with identical topology, but stacked in different sequences, i.e., the layers in complex 1 are stacked in an AAAA-type fashion, while those in complex 2 are stacked in an alternating AA−1AA−1 sequence (A denotes a layer; A−1 stands for A's inversion symmetry equivalent). In addition, the complexes showed good catalytic activity toward Mizoroki–Heck reactions.

  合成了两种新型NCN型螯合配体前驱体,其骨架分别为2,6-双(噁唑-4-基)苯(A)和2-(噻唑-4-基)-6-(噁唑-4-基)苯(B),之后对A和B进行铂催化得到两种新型双唑螯合配体配合物,即[(A-κ3 NCN)PdBr](1)和[(B-κ3 NCN)PdBr](2)。两种配合物均通过核磁共振、质谱、差示扫描量热-热重分析和单晶X射线衍射进行了表征。配合物1的晶体属于非对称正交晶系Cmc21(No. 36,Z=4)。配合物2的晶体属于对称单斜晶系P21/n(No. 14,Z=4)。两种配合物的化学式相似,但结构略有不同:它们都是由具有相同拓扑结构但堆叠次序不同的二维层状超分子组成,即配合物1的堆叠次序为AAAA型,而配合2的堆叠次序为AA1 AA1 交替型(A表示一个层;A1表示A的反演对称对等)。另外,这些配合物在 Mizoroki-Heck 反应中表现出良好的催化活性。
• Electrochemical Generation of Hypervalent Bromine(III) Compounds
  作者：Igors Sokolovs、Nayereh Mohebbati、Robert Francke、Edgars Suna

  DOI：10.1002/anie.202104677

  日期：2021.7.12

  In sharp contrast to hypervalent iodine(III) compounds, the isoelectronic bromine(III) counterparts have been little studied to date. This knowledge gap is mainly attributed to the difficult-to-control reactivity of λ3-bromanes as well as to their challenging preparation from the highly toxic and corrosive BrF3 precursor. In this context, we present a straightforward and scalable approach to chelation-stabilized

  与高价碘（III）化合物形成鲜明对比的是，等电子溴（III）对应物迄今为止很少被研究。这一知识差距主要归因于λ 3 -溴烷的反应性难以控制，以及从高毒性和腐蚀性的BrF 3前体中制备它们具有挑战性。在这种情况下，我们提出了一种直接且可扩展的方法，通过对具有两个配位六氟-2-羟基丙基取代基的母体芳基溴进行阳极氧化来制备螯合稳定的λ 3 -溴烷。通过电化学方法合成了一系列对位取代的λ 3 -溴烷，其氧化还原电位范围相对于Ag/AgNO 3为1.86 V至2.60 V。我们证明，通过添加路易斯酸或布朗斯台德酸可以释放实验室稳定的溴（III）物质的固有反应性。 λ 3 -溴烷活化的合成效用通过氧化CC、CN和CO键形成反应来例证。
• [EN] DERIVATIVES OF 7-FATTY ACID SUBSTITUTED BENZOXABOROLE AND THEIR PREPARATION AND USE<br/>[FR] DÉRIVÉS DE BENZOXABOROLE SUBSTITUÉ PAR UN ACIDE GRAS 7, LEUR PRÉPARATION ET UTILISATION
  申请人：UNIV SHANGHAI JIAOTONG

  公开号：WO2019153324A1

  公开（公告）日：2019-08-15

  The present disclosure relates to derivatives of 7-fatty acid substituted benzoxaborole and their preparation and use. The structural general formula of the derivatives is (I). The derivatives are used for the preparation of a medicament for the prevention and treatment of tumors. Compared with the prior art, the present derivatives inhibit the proliferation of tumor cells at the nanomolar level, and have relatively low toxicity to normal human cell lines, the compounds have obvious inhibition to proliferation of tumor cells in a tumor-bearing nude mouse model, and therefore can prevent and treat tumors, especially tumor cell lines such as ovarian cancer SKOV3, breast cancer MDA-MB231, and colon cancer HCT116, but are not limited to the aforesaid tumor cell lines; the normal human cell lines include but are not limited to MCF-10A and WI-38 and others normal cell lines.

  本公开涉及7-脂肪酸取代苯硼酸酯的衍生物及其制备和用途。衍生物的结构通式为(I)。这些衍生物用于制备用于预防和治疗肿瘤的药物。与先前技术相比，这些衍生物在纳摩尔水平上抑制肿瘤细胞的增殖，并对正常人类细胞系具有相对较低的毒性，这些化合物在裸鼠肿瘤模型中对肿瘤细胞的增殖有明显的抑制作用，因此可以预防和治疗肿瘤，特别是卵巢癌SKOV3、乳腺癌MDA-MB231和结肠癌HCT116等肿瘤细胞系，但不限于上述肿瘤细胞系；正常人类细胞系包括但不限于MCF-10A和WI-38等其他正常细胞系。
• Novel bisamide palladium(II) pincer complexes: effective catalysts in α-arylation of ketones
  作者：Wang Kai、Dabin Liu、Hua Qian、Zhiwen Ye

  DOI：10.1007/s11243-017-0148-6

  日期：2017.8

  Three benzenedicarboxamide ligands (L) were designed and synthesized, and each was used to prepare a palladium(II) complex Pd(L)Br and Pd(L)(OAc). These NCN pincer complexes were used to catalyze the α-arylations of a variety of ketones with aryl chlorides or bromides in various solvents, and moderate-to-excellent yields were obtained (up to 95%). Further research showed that unactivated and sterically

  设计并合成了三种苯二甲酰胺配体（L），并分别用于制备钯（II）配合物Pd（L）Br和Pd（L）（OAc）。这些NCN钳形配合物用于在各种溶剂中催化各种酮与芳基氯化物或溴化物的α-芳基化反应，获得了中等至优异的产率（高达95%）。进一步的研究表明，未活化和空间位阻的芳基卤化物和酮也是合成α-芳基化的合适底物。
• 2,6-Bis[(2S)-tetrahydrofuran-2-yl]phenyl diselenide: An effective reagent for asymmetric electrophilic addition reactions to olefins
  作者：Robert Déziel、Eric Malenfant、Carl Thibault、Sylvie Fréchette、Michel Gravel

  DOI：10.1016/s0040-4039(97)01030-7

  日期：1997.7

  The enantioselective synthesis of a new and extremely effective organoselenium reagent (2) is reported. This chiral reagent was found to react with alkenes with a very high degree of facial selectivity in selenomethoxylation and ring closure reactions. In some cases the diastereoselectivities were found to be as high as 98%.

  报道了一种新型且极为有效的有机硒试剂（2）的对映选择性合成。发现该手性试剂在硒代甲氧基化和闭环反应中以非常高的面部选择性与烯烃反应。在某些情况下，发现非对映选择性高达98％。